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GB1198414A - Process for the Preparation of 4-acyloxybutyric Acid Esters - Google Patents

Process for the Preparation of 4-acyloxybutyric Acid Esters

Info

Publication number
GB1198414A
GB1198414A GB1873/69A GB187369A GB1198414A GB 1198414 A GB1198414 A GB 1198414A GB 1873/69 A GB1873/69 A GB 1873/69A GB 187369 A GB187369 A GB 187369A GB 1198414 A GB1198414 A GB 1198414A
Authority
GB
United Kingdom
Prior art keywords
acyloxybutyric
esters
prepared
acid esters
alkyl
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
GB1873/69A
Inventor
Georges Dominique Mattioda
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Ugine Kuhlmann SA
Original Assignee
Ugine Kuhlmann SA
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Ugine Kuhlmann SA filed Critical Ugine Kuhlmann SA
Publication of GB1198414A publication Critical patent/GB1198414A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
    • C07C69/66—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety
    • C07C69/67—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety of saturated acids
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00—Preparation of carboxylic acid esters
    • C07C67/10—Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides with ester groups or with a carbon-halogen bond
    • C07C67/11—Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides with ester groups or with a carbon-halogen bond being mineral ester groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/06—Systems containing only non-condensed rings with a five-membered ring
    • C07C2601/08—Systems containing only non-condensed rings with a five-membered ring the ring being saturated

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Heterocyclic Compounds Containing Sulfur Atoms (AREA)

Abstract

1,198,414. 4-Acyloxybutyric acid esters. UGINE KUHLMANN. 13 Jan., 1969 [30 Jan., 1968], No. 1873/69. Heading C2C. The invention comprises esters of the formula in which R is a formyl, propionyl, isovaleryl, acetylsalicyl, phenylacetyl, cinnamoyl or (2- phenyl-2-ethyl) acetyl group and esters of the formula in which R<SP>1</SP> is a methyl, alkyl, benzyl or cyclopentyl group. They may be prepared by a general process for the preparation of 4-acyloxybutyric acid esters which comprises condensing an ester of a 4-halobutyric acid with the potassium salt of an organic carboxylic acid by fusion, preferably in the presence of an alkali metal iodide and/or an organic solvent, followed, if desired, by transesterification with an alcohol in the presence of a catalyst, e.g. aluminium isopropylate. Alkyl 4-chlorobutyrates wherein the alkyl group is methyl, ethyl or benzyl are prepared by reacting γ-butyrolactone with the appropriate alcohol and hydrogen chloride. Cyclopentyl- and alyl-4-chlorobutyrates are prepared by reacting 4-chlorobutyryl chloride with the appropriate alcohol.
GB1873/69A 1968-01-30 1969-01-13 Process for the Preparation of 4-acyloxybutyric Acid Esters Expired GB1198414A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR137907 1968-01-30

Publications (1)

Publication Number Publication Date
GB1198414A true GB1198414A (en) 1970-07-15

Family

ID=8645273

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1873/69A Expired GB1198414A (en) 1968-01-30 1969-01-13 Process for the Preparation of 4-acyloxybutyric Acid Esters

Country Status (7)

Country Link
JP (1) JPS538684B1 (en)
BE (1) BE726490A (en)
CH (1) CH487832A (en)
DE (1) DE1903076A1 (en)
FR (1) FR1559839A (en)
GB (1) GB1198414A (en)
NL (1) NL6901395A (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4668433A (en) * 1984-08-06 1987-05-26 Givaudan Corporation Novel derivatives of 6-hydroxyhexanoates as fragrance ingredients
US5087745A (en) * 1988-09-21 1992-02-11 Lonza Ltd. Process for the production of gamma-butyrobetaine
US5187093A (en) * 1984-03-29 1993-02-16 Lonza Ltd. Microorganisms useful in the process for the production of l-carnitine

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5187093A (en) * 1984-03-29 1993-02-16 Lonza Ltd. Microorganisms useful in the process for the production of l-carnitine
US4668433A (en) * 1984-08-06 1987-05-26 Givaudan Corporation Novel derivatives of 6-hydroxyhexanoates as fragrance ingredients
US5087745A (en) * 1988-09-21 1992-02-11 Lonza Ltd. Process for the production of gamma-butyrobetaine

Also Published As

Publication number Publication date
BE726490A (en) 1969-07-03
NL6901395A (en) 1969-08-01
CH487832A (en) 1970-03-31
FR1559839A (en) 1969-03-14
DE1903076A1 (en) 1969-08-07
JPS538684B1 (en) 1978-03-31

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Legal Events

Date Code Title Description
PS Patent sealed
PCNP Patent ceased through non-payment of renewal fee